Process for the manufacture of aliphatic alkyl sulfates.



orrron.

3min words, or wrnsr, AUSTRIA-HUNGARY, ASSIGNOR TO CHINOIN GYOGYSZER E's vneynsznrr'rnnmnxnx GYARA R. 'r. AUSTRIA-HUNGABSE, A CORPORATION nan, KERESZTY E's DR. WOLF/, or UJPEST, or HUNGARY.

PROCESS FOR MANUFACTURE F ALIPHATIC. ALKYL SULFATES.

1,101,373. in Drawing.

To all whom it may concern:

Be it known that I, EMIL Wonr, Ph. D., a subject of the King of Hungary, residing at Ujpest, Austria-Hungary, have invented a new and useful lmproveijn'entin Processes for the Manufacture of Aliphatic Alkyl Sulfates; and I do hereby declare the following to be-a full, clear, and exact description of the same. I

The processes hitherto known for the manufacture of diethyl sulfate are based either oi -previous formation and subsequent distillation of ethyl sulfuric acid or on the vacuum distillation of'ethyl sulfates; Both processes require expensive apparatus. 7 Itih'as-be'en' foundfithat :ali hatic alkyl sulfates can be produced wit extraordinary simplicity by causing sulfuric acid. chlorhydrinto act on the'corr'es'ponding aliphatic ether." Sulfuric acid chlorhydrin converts in. the coldialiphaticfethers-on the one hand into alkyl sulfuric acid chloride, and on the other hand into I alcohols which, on being heated, give off hydrochloricacid and comfate in accordance with the following equation's:

that by interrupting? the reaction after the mixing of the ether withthesulfuricacid sschlorhydrin, pouring-outithernixture on ice q r" P t gf h oilgsepsratea jp in svacuu n'nhe ,intermediate"alkyl sulfunc acid chlorid can fromwaterandjdisti be obtainedseparately; 7

. ,The process could be carried outi'n an ex usual processesi" 1 The process can beused both i'for'the manufacture-of et'ric'al alkyl ls'ulfate's, with exception 0 dimethyl sulfate," and also for "themanufacture of. alkylsulfates containing different or substituted alkylradicals; The

Speclficati on of Letters Patent. a Application filed December a, 1913.

:bine to form the corresponding alkyl sul-' traordinarily simple manner, unlike the" Serial No. 805,366.

products are used as chemical synthesis.

First example: kg. of ethyl ether are cooled in a lead vessel to 2 centigrade and mixed successively with strong stirring with kg. of sulfuric acid chlorhydrin, care bealkylizin'g means in ing taken to avoid an essential 'increase'of temperature. When the supply is finished,

neutral solvent such as for instance carbon tetrachlorid, washed with a little of very diluted solution of soda, dried and after separating the solvent, distilled in a vacuum. The diethyl sulfate thus obtained is distin guished by great purity.

Second example: 1 mol. of chlorin methyl ether (CH CLOCH is cooled to 5 and after addition of 1 mol. sulfuric acid chlorhydrin treated as in the previous example. 'The product produced is identical with the :Houben by another process.

Third example: Methyl propyl ether is treated in accordance with the above examples with sulfuric acid chlorhydrin. A

boiling at 7 mm. pressure at 125, is obtained in accordance with the above equations and in a good yield. Y

What I claim and desire to secure by 'L'etter's'Patent is:

1 A process for the production of-ali phatic alkylsulfates, which riseesub jetting the corresponding aliphatic ether to the action of sulfuric-acid chlorhydrinj 2.- A process for the production of aliphaticf alkyl sulfates, which .clirnprise's mixing the correspondia alilphatic ether at a lowtem e'rat'ure with;su furic' acid chlorhydrin, eati themixtnre till the generation of hydroc loric acid ceases and separating the sulfate. j 1

3.14. process for the production of subtituted aliphatic alkyl sulfates, which comprises subjecting the corresponding substi- I v chlorin-methyl methyl sulfate obtained by methyl propyl sulfate hitherto unknown and Patented June 23, 1914. i

the whole is heated on a reflux cooler until the generation of hydrochloric acid ceases, the product is poured on ice, absorbed by a- 5 alkyl rests, which comprises sub ecting the ff tuted aliphatic ether to the action of sul- I In testimony whereof, I have signd my furic acid chlorhydrln. name to this specification in the presence of 1-0 4. A process for the production of ali- {1W0 sl'lbscribing witnesses.

phatic alkylvsulfates, containing .(iifferent 1L WOLF 'cqrmsponding ali haticether', "containing;

differen alkyl Iild1C:l.iS,' to the action of sul- CHARLES MEDI YL func acid chlorhydrin. Jenn Ron'ro 

